For the past five years, I’ve taken my wife toy shopping on our anniversary. It’s become something of a tradition. We go on an extended weekend getaway to another city. Leaving the kids with the grandparents, we enjoy a nice dinner or two out. We sightsee. In essence, we take time to relax.
During that weekend we always carve out a little space to check out whatever adult boutique gets the highest rating on Yelp. We shop for a sex toy or two, usually something for her. She has quite the collection of vibrators, dildos, etc. But sometimes, we will find something for me.
This summer, we found ourselves drawn to the world of fleshlights and sex sleeves. These are masturbators for men. I've always been completely content to have only her hand or mine wrapped around my cock. But my wife said she found the idea of a masturbator to be kind of hot.
“Look at this one,” she said. She held up a fleshlight supposedly fashioned after some pornstar’s pussy. “Wouldn’t you like to stick your dick in that?” She smiled coyly and giggled.
I’d seen sex sleeves when they first came out but was surprised by the level of detail they’d achieved since then. It did look remarkably like a pussy and was soft and kind of jelly-feeling to the touch. It seemed snug too.
“Maybe,” I said, examining it closer. “How do you clean it though? Looks high maintenance.”
A helpful associate overheard my question. She came over to give us a brief tutorial on usage and cleaning. It turned out to be a lot less complicated than I thought. Soap and water, mainly.
“I think you should get one,” my wife said, taking a couple of models off the rack and looking them over.
“I’m not opposed to it,” I said. I was still unsure if it would be worth the money or the hype.
“I think it’s kind of hot.” I watched as Katie put a couple of fingers inside one of the shelf models and felt around. “It’s really soft. I’m sure this would feel amazing on you.”
“Well, let’s get it then. I’m game,” I said.
“Which one do you want?” she asked.
I scanned the rack of pornstars and their pussies before telling her, “You pick. I don’t want to know which pornstar’s pussy I’m porking when we get back to the hotel.” I gave my wife a knowing look and told her, “I’ll meet you at the register.”
“Ok,” she said. “Sounds good.”
Later, after an excellent happy hour, and a slightly tipsy walk hand-in-hand back to the hotel room, we were ready to play.
“I’ll be right back,” my wife said, giving me a lingering kiss with plenty of tongue.
She took her carry-on suitcase and the fleshlight bag into the bathroom and closed the door. I took the opportunity to kick off my shoes, relax on the edge of the bed, and check some email on my phone. I don’t know why I do that. I’m one of those guys who can never really get away. It’s incredibly lame.
Minutes later, my wife emerged in a sexy, black fence-net bodystocking. She had a bottle of lube and the unboxed fleshlight.
“You look…extremely hot,” I said, welcoming her into my arms at the side of the bed.
“Why, thank you,” she said. “Are you ready to try this?”
“Does the Pope wear a mitre?” I asked.
“You know, his hat?”
“Sorry,” I said. “Yes—yes, I’m ready to try it.”
“It’s such a turn on when you bring the Pope into our bedroom talk,” she said in a faux sultry voice. “That sexy white outfit he wears—all that power. You know what a powerful man in uniform does for me, don’t you?”
I laughed. “Gets you all wet, doesn’t it?”
“Oh, so wet,” she said, pretending to go weak in the knees. “Like a flash flood down there.”
“Ok, I’m done now. No more Pope talk. Besides, I think you have something for me.”
“Oh, have I got something for you, baby,” she oozed. She dragged a finger down the buttons on my shirt till she was at my zipper. “Pants off,” she ordered.
“So bossy,” I said.
“Don’t act like you don’t like it.” She squeezed my cock through my pants before I could stand and drop my drawers. Despite all the goofy banter between us, the sight of my wife in lingerie with a fleshlight in her hand was enough to make me hard behind my underwear.
“The briefs too,” she said, motioning to my crotch.
“Working on it,” I said.
“And the shirt and socks,” she said. “I can’t do this if all you have on is socks. That is seriously not going to work for me.”
“Don’t pretend like you don’t like it,” I said, laughing. My wife rolled her eyes as she sank to her knees between my legs. She set the fleshlight on the bed next to me and popped the cap on the bottle of lube.
“Here, stroke yourself for a sec,” she said. I took my cock in my hand and gave it a few tugs as she drizzled a bit too much lube over my cock. She turned the bottle in a little circle like she was garnishing a dessert with some caramel.
“I think we’re good on lube,” I said.
“I’ll tell you when we’re good on lube,” she said.
“Alright then…” Things got serious as Katie continued lubing me. She wiped the excess oil on my thighs, then reached for the fleshlight.
“Bet you’d like to know whose pussy you’re about to stick your cock in, wouldn’t you?”
“You’re the only pussy I care about being in.”
“Good answer,” she said. “Because it’s not a pussy. It’s a—”
She tipped the soft, ribbed opening of the much tinier hole into my view. I could tell Katie had found something very different while I was waiting for her at the register!
“I got you a butthole,” she said, grinning. “A nice, tight, little butthole. Just for you.”
I swallowed. “Good lord…you’re bad.”
“I know, right?” She pushed one of her fingers into the opening. “Tight, even for me. Bet you’d like to know who she is, wouldn’t you?”
“I better not.”
“Have it your way, but her ass is the definition of perfection. It’s so round and curvy and hot.”
“As hot as yours?”
“Let’s just say hers is a little more open for business tonight than mine is…”
I watched as she fitted the fleshlight to the head of my cock. Then she slowly pressed down, easing me into the soft tunnel of fabricated flesh. God, I am so in love with my wife!
“Oh god—wow,” I said. “That is something.”
“Oh yes! Different. But good. Really good.”
“Mmmm good. Just relax. Let me take care of you,” she said. She slowly pulled the fleshlight up and pushed it back down. It made a sort of wet, guttural suctioning sound as she worked it over my cock. Not an unsexy sound by any means, but again, different.
I could tell Katie was enjoying this almost as much as me. Her eyes searched for mine, trying to gauge my reaction to the different speeds and pressures she was creating. She rubbed her hand on a wet part of my leg and slapped it against her pussy. Then she rubbed the lube on herself through the bodystocking while she stroked me.
“That feels amazing,” I said. I was getting even more turned on watching her play with herself.
“So hot,” she said. She licked her lips as she continued. “Does she feel good and tight for you?”
“God, baby—so tight.”
“Mmmm good…that hot little asshole. I can’t wait to make you cum inside of it.”
“If you keep this up, I’m gonna explode.” I leaned back on the bed, bracing myself on my elbows as my wife picked up the pace on me.
She was really getting into it now. Her eyes were dark with lust, her mouth opening slightly as a few soft moans escaped her lips. Her free hand alternated between rubbing her clit and pinching her nipples.
“Baby, your cock is sooooo hard for her ass.” She slurped the fleshlight off of me, revealing my raging boner. Then, teasingly, she inched it back down. Up and down. She did it as slow as molasses each time, and my cock was engulfed in pleasure.
“Fuck—Katie…” My eyes honed in on the action like a laser beam. It was so hot being toyed with this way! All the starting and stopping had me on the edge of orgasm for what felt like forever.
After a minute or so of this, she asked me, “Do you want to try?”
“Sure,” I grunted.
“Here.” Katie took my hand and placed it on the fleshlight. She climbed up on the bed with me and came around behind me. She was rubbing my chest and kissing my neck as I began to use the stroker on myself.
“I love watching you fuck her…that perfect little pucker,” she whispered in my ear. “That’s it, nice and slow, feel how hot she is for you...”
“Katie…” I turned my head to meet her passionate kiss. Her nails raked down my chest and tummy. They danced around my thighs and pelvis but never touched my cock. She was letting the stroker do the heavy lifting.
I could feel her tits, her nipples erect, pressing into my back through the big holes in her bodystocking. I wanted to turn to her, tear it open, and feast on all that beautiful breast flesh. She held me tightly though, egging me on, encouraging me to finish in the fleshlight.
“I bet you’re gonna cum so hard, stud. Mmmmm—I swear to god, it’s so hot watching you fuck that thing. Is it that hot for you when I play with my dildo?”
“Yes,” I rasped. “Especially your glass one.”
“Shoulda brought it with us then. Guess I’ll just have to settle for your tongue. I don’t think you’re gonna be able to get it up after this. That tight little ass is gonna milk you dry.”
“I’ll get it up,” I growled. “Believe me.”
Katie laid it on thick now. She licked and sucked on my earlobe as she curled her arms around my waist and took over for me again. With both hands, she plunged my cock in and out of the asshole. The wet, slick noise of the motion intensified.
“God, I’m so wet… You ready to make a mess in her? Blow that big load for me, baby. Fill her ass up with your seed.”
“Uhhhhh, gawd—keep going—fuck.” I squeezed my ass cheeks together, concentrating on the sensations. I was in the home stretch as Katie pounded away on me like a plumber trying to unclog a sink. In any second, I knew there’d be a release and a major eruption.
“Give it up for me, baby. Cum for me. Cum all—”
I bucked and lurched on the bed. My cock was buried to the hilt in the sleeve as Katie pressed it down on me with all the force she could muster.
“Ohhhhhh, yeahhhhh…baaaby…” She moaned, slowly pumping me a few more times as I emptied my load into the sleeve. “Such a good cum…”
“Oh, baby—you have no idea.”
Katie milked me until she was satisfied I’d given it everything I had and slowly pulled the sleeve off of my dick. My cockhead popped free of the butthole with a little ‘smack’. She held it out in front of me and cooed in my ear as we both watched the jizz spill out of the tiny pucker and down onto my lap.
I grabbed the fleshlight from her. Then, summoning a week’s worth of pent-up sexual energy, I pushed her down on her back. I ripped open her body stocking like I’d wanted to since I first saw her in it, dripping the rest of the cum on her breasts.
Then followed one of the hottest things I’ve ever seen. I watched Katie massage all my cum and the lube into her tits as she writhed around beneath me. I went down on her, pawing at her chest and squeezing her nipples. She came in waves all over my eager tongue as I sucked her pussy.
I said I’d get it up again for her, but in truth I never did. The combination of all those drinks and a heavy meal had us both snuggled up under the covers watching garbage reality TV for the rest of the evening. But I’m not sure we would have had it any other way. When you’ve got kids, sometimes some uninterrupted hotel-TV is as good as sex.